ID: ALA219664

Max Phase: Preclinical

Molecular Formula: C23H23N3O4

Molecular Weight: 405.45

Molecule Type: Small molecule

Representations

Synonyms (1): 5-Propylaminocamptothecin
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCNc1c2c(c(=O)n3c1-c1nc4ccccc4cc1C3)COC(=O)[C@]2(O)CC

Standard InChI:  InChI=1S/C23H23N3O4/c1-3-9-24-19-17-15(12-30-22(28)23(17,29)4-2)21(27)26-11-14-10-13-7-5-6-8-16(13)25-18(14)20(19)26/h5-8,10,24,29H,3-4,9,11-12H2,1-2H3/t23-/m0/s1

Standard InChI Key:  MKWUHPUDFRAUAT-QHCPKHFHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 405.45

Molecular Weight (Monoisotopic): 405.1689

AlogP: 2.90

#Rotatable Bonds: 4

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.64

CX Basic pKa: 1.80

CX LogP: 1.50

CX LogD: 1.50

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: 0.29

References

1. Torregrossa J, Bubley GJ, Jones GB..  (2006)  Microwave expedited synthesis of 5-aminocamptothecin analogs: Inhibitors of hypoxia inducible factor HIF-1alpha.,  16  (23): [PMID:16971123] [10.1016/j.bmcl.2006.08.103]

Source

Source(1):

• Scientific Literature